Boronic acid building blocks: tools for sensing and separation

Ryuhei Nishiyabu; Yuji Kubo; Tony D. James; John S. Fossey

doi:10.1039/C0CC02920C

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Chemical Communications

Issue 4, 2012

Urgent high quality communications from across the chemical sciences.

Impact Factor 6.169 100 Issues per Year Indexed in MEDLINE

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Boronic acid building blocks: tools for sensing and separation

Ryuhei Nishiyabu,^a Yuji Kubo,^a Tony D. James*^b and John S. Fossey*^c^d

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Department of Applied Chemistry, Graduate School of Urban Environmental Sciences, Tokyo Metropolitan University, 1-1, Minami-ohsawa, Hachioji, Tokyo 192-0397, Japan
E-mail: yujik@tmu.ac.jp

Department of Chemistry, University of Bath, Claverton Down, Bath, UK
E-mail: t.d.james@bath.ac.uk

JSPS Re-Invitation BRIDGE Fellowship and Visiting Associate Professor, Department of Applied Chemistry, Graduate School of Urban Environmental Sciences, Tokyo Metropolitan University, 1-1, Minami-ohsawa, Hachioji, Tokyo 192-0397, Japan

School of Chemistry, University of Birmingham, Edgbaston, Birmingham, West Midlands, UK
E-mail: j.s.fossey@bham.ac.uk

Chem. Commun., 2012,47, 1106-1123

DOI: 10.1039/C0CC02920C
Received 30 Jul 2010, Accepted 03 Nov 2010
First published online 07 Feb 2012

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Abstract
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In this feature article the use of boronic acids to monitor, identify and isolate analytes within physiological, environmental and industrial scenarios is discussed. Boronic acids recognise diol motifs through boronic ester formation and interact with anions generating boronates, as such they have been exploited in sensing and separation protocols for diol appended molecules such as saccharides and anions alike. Therefore robust molecular sensors with the capacity to detect chosen molecules selectively and signal their presence continues to attract substantial attention, and boronic acids have been exploited with some success to monitor the presence of various analytes. Reversible boronic acid-diol interactions have also been exploited in boron affinity chromatography realising new separation domains through the same binding events. Boronic acid diol and anion interactions pertaining to sensing and separation are surveyed.

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